Hou Min, Xu Mengmeng, Yang Baochao, He Haibing, Gao Shuanhu
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 3663N Zhongshan Road, Shanghai 200062, China.
Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, East China Normal University, 3663N Zhongshan Road, Shanghai 200062, China.
Org Lett. 2021 Oct 1;23(19):7487-7491. doi: 10.1021/acs.orglett.1c02719. Epub 2021 Sep 22.
An unusual -selective photoenolization/Diels-Alder reaction of electron-rich 2-methylbenzaldehydes and dienophiles containing a benzoyl group at its α position was reported herein. The chiral TADDOL-type ligand plays a key role in this process: (1) accelerating the reaction; (2) controlling the enantioselectivity; and (3) improving and tuning the diastereoselectivity of the reaction.
本文报道了富电子的2-甲基苯甲醛与在α位含有苯甲酰基的亲双烯体之间不寻常的选择性光致烯醇化/狄尔斯-阿尔德反应。手性TADDOL型配体在该过程中起关键作用:(1)加速反应;(2)控制对映选择性;(3)改善和调节反应的非对映选择性。